Vacation rentals in Henryville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Henryville

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

An inviting outdoor space features a stone fire pit surrounded by several colorful seating options. Various patterned chairs and stools are arranged on a stone patio, with greenery providing a natural backdrop. A wooden table adds to the cozy ambiance of this fenced-in yard.

Guest suite in Louisville

4.94 out of 5 average rating, 278 reviews

Hide away close to everything

Recently remodeled in law suite. We just upgraded the bed to a queen size. Very private, detached garage getaway. A cozy sitting area 60" CableTV with HBO SHOWTIME and STARZ. Wet bar with fridge, ice maker, coffee maker, microwave, hot plate, dishes and some cookware. Private bath has shower and a walk in closet. This private apt. is above the garage. Outside has fenced in yard for your furry friend, outdoor fire pit and sitting area. Close to the interstate and minutes from downtown.

Top guest favorite

A narrow staircase with wooden steps leads downward, flanked by a stone wall on one side. The natural texture of the stone contrasts with the smooth wood, while a black railing provides support. The descent opens to a light-colored doorway at the bottom.

Cabin in Louisville

5 out of 5 average rating, 213 reviews

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Top guest favorite

A spacious home is visible, framed by greenery and a gravel pathway. Several outdoor chairs are arranged around a fire pit, while the deck features a covered seating area. The two-story structure showcases large glass windows, inviting natural light into the interior.

Home in Bedford

4.99 out of 5 average rating, 214 reviews

Atoka Farms

If you are looking to get away in seclusion and be with Mother Nature, this is the home. Very quiet, with a running creek beside the home. Walking distance to the Ohio river, two outdoor decks, one with a grill. A car port, full kitchen, two full baths, paved driveway, trees all around. The home sits between two hill ridges surrounded by 160 acres. It is a park like setting. 30 minutes from Gene Snyder and I-71 (Louisville). Historic Lagrange Ky and Madison In, are a must see and close by.

Top guest favorite

Guesthouse in Hardinsburg

4.96 out of 5 average rating, 280 reviews

Once Upon a Time little Cabin in the Woods

Welcome to Always Ranch where this unique tiny cabin offers you a tranquil spot to relax. You will be surrounded by nature and off the beaten path. The cabin may look like a lean to but the inside is rustic and warming. We are located 20 minutes form Salem, 20 minutes from Paoli and Paoli Peak, and 35 minutes from Frenchlick Casino The kitchenette includes mini fridge, microwave, double hot plate and, grill on the outdoor firepit or grill. Boats are NOT available for guests at this time

Top guest favorite

A custom iron security gate is featured at the entrance of Stone Creek, adorned with the name 'Stone Creek' in elegant lettering. Lush greenery surrounds the gate, enhancing the sense of privacy and tranquility as the paved driveway leads into the estate.

Cabin in Henryville

4.97 out of 5 average rating, 328 reviews

Close to Louisville~Hot Tub~Fire Pit~Game Room

Welcome to Stone Creek, a private 3 acre estate conveniently located minutes to Louisville, KY. This is the Ultimate Getaway! Upon entering the premises, you will find a custom iron security gate requiring coded access. Stone Creek boasts 2500+ sq ft of luxury living space complete with a full kitchen, laundry, and office. Guests will have full use of the grounds including the hot tub, fire pit, and the numerous covered decks & patios. Perfect romantic getaway or multi person retreat.

Top guest favorite

A spacious wooden deck features a mix of open space and shadow patterns created by the surrounding fencing. The green gate stands open, inviting guests with its rustic charm, while the clear sky above adds a touch of brightness.

Guest suite in Borden

4.93 out of 5 average rating, 171 reviews

The White Rose of Starlight

The White Rose of Starlight is a one bedroom, one bathroom apartment with private access and is perfect for a weekend getaway or a week stay. We are just minutes away from popular Starlight destinations, Huber's Restaurant, Huber’s Lake House, and Huber’s Winery, making it the perfect location for guests attending events or visiting for a weekend getaway. While we are in a country setting, our location is only 15-30 mins to many local attractions around the SO IN/Louisville area.

Guest favorite

The log cabin is illuminated at night, showcasing its rustic charm. A spacious covered front porch features several wooden chairs and hanging decorations. Lush greenery and mature shrubs surround the cabin, enhancing the serene country setting.

Cabin in Salem

4.91 out of 5 average rating, 353 reviews

Dee's Country Cabin

Historic hand hued log cabin with modern amenities. The large lawn is a park like setting that includes a charcoal grill, fire pit and picnic table perfect for cookouts and s'mores! Quiet getaway where guests can simply relax away from the city lights and noise. 15 minutes from Salem, 30 minutes from Paoli Peaks, 45 minutes from French Lick Casino or Louisville, Ky. Several parks within an hour or less drive that offer fishing, swimming, hiking, caves, biking, and canoeing.

Top guest favorite

The image captures a serene view of a bridge framed by bare trees, characteristic of winter. The background features rolling hills, and the Ohio River can be glimpsed through the branches, adding to the tranquil setting.

Apartment in Madison

4.98 out of 5 average rating, 120 reviews

The Treehouse - Hot Tub - Indoor Pool Get Away!

The Treehouse is a perfect retreat! It is secluded by the hills surrounding Madison. Complete privacy, yet 5 minutes from downtown, or hilltop. Year-round views of the beautiful hills of Kentucky. Winter views of the Ohio River and downtown. The house has stunning ceilings made from coastal cedar off an island near Vancouver, British Columbia and beautiful skylights in the studio and indoor pool area. This is an Adults only property. 2-night min.

Top guest favorite

Dome in Mount Washington

4.98 out of 5 average rating, 168 reviews

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

Top guest favorite

A young black lamb rests comfortably on a grassy patch, featuring a curly coat and distinctive white markings on its forehead. The background includes a softly blurred, woolly sheep, enhancing the calm farm environment.

Farm stay in Goshen

4.98 out of 5 average rating, 333 reviews

The Coop

This 2 bedroom house is a renovated old farmhouse located on the site of a small vegetable farm and native plant nursery. The back deck overlooks the woods, where you can watch the wild birds and keep an eye on the free range chickens. This is a quiet spot for a retreat, but also 25 minutes from downtown Louisville. The Coop has a fully stocked kitchen and comes with eggs right from our flock....

Top guest favorite

The view from the apartment features a spacious green lawn bordered by a white wooden fence. In the background, rustic farm buildings are visible, surrounded by trees and rolling hills. Pathways made of stone and mulch lead through the well-maintained landscape.

Apartment in Salem

4.98 out of 5 average rating, 110 reviews

Rural retreat apartment

This isolated, rural setting is great for a single or couple who want a quiet peaceful retreat. The apartment is located at the end of a 1/3 mile driveway on a 165 acre farm. The farm has a 40 acre crop field, 100 acres of woods and 25 acres of pasture land all full of wildlife. The northern boundary presents a challenging hike to a wide creek bed with geodes and other treasures imbedded.

Top guest favorite

Farm stay in La Grange

4.95 out of 5 average rating, 712 reviews

The Cottage at StoneLedge 2 bedroom/1bath

Nestled on an expansive 80 acre horse farm, the cottage is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. If traveling with pets please note prior approval is required and be sure to read the pet policy in 'other things to note'. Thank you for your consideration.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Henryville vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Henryville

Top guest favorite

A set of wooden steps leads downward through a lush green setting. The path is flanked by trees, and a red walkway is visible at the base, guiding towards a gravel area. Sunlight filters through the foliage, creating a natural and inviting environment.

Guest suite in Floyds Knobs

4.94 out of 5 average rating, 95 reviews

Walkout Basement Unit - Private Entrance

RenaeRating, 5 stars1 week ago

Everything we needed. Plenty of seating in living room. Loved the supply of games. Beautiful neighborhood.

Top guest favorite

Home in Deputy

4.97 out of 5 average rating, 88 reviews

The Cottage by the Woods

DarylRating, 5 stars1 week ago

Beautiful, clean house. Very comfortable, peaceful surroundings. Snacks when we arrived. We didn’t have time to enjoy eggs and pancakes in the morning - but I appreciate the option. I would stay there again if my travels take me close.

Superhost

Home in Prospect

5 out of 5 average rating, 3 reviews

Riverfront Cottage

NoahRating, 5 stars3 months ago

This was a cozy getaway with a great view of Ohio river. The decor was spot on. The hosts are wonderful and easy to work with. Gave us the relaxation we greatly needed. Thanks for such a wonderful experience.

Guest favorite

A bright living room features a spacious sectional sofa adorned with decorative pillows. Lush green plants are placed strategically throughout the room, coupled with a round coffee table at the center. Large windows allow ample natural light, highlighting the warm wooden flooring.

Home in Charlestown

5 out of 5 average rating, 14 reviews

The Quaint Cottage

HelenRating, 5 stars2 weeks ago

Awesome house for our family needs. We loved that one of the bedrooms was off the kitchen area cause we have a family member that snores!! Very clean, tons of towels & kitchen supplies. We loved the fire pit in the side yard.

Guest favorite

A wooden side table is shown with a black and gray table lamp, a small yellow flower arrangement, and a jar candle. A binder containing local information is opened, displaying highlighted images and descriptions for guests.

Home in New Albany

4.95 out of 5 average rating, 99 reviews

Pinehurst Ranch

BarbaraRating, 5 stars3 weeks ago

We absolutely loved Pinehurst Ranch and plan to return within a year or two. We stayed 2 weeks - may stay longer next time. Easy to find location close to everything. Spotless with everything you may need in the kitchen. My husband is 85 and I'm almost 80, so it was great to find a place all on one level that was easy to get in and out of, and I use a walker. Responsive and helpful hosts.

Guest favorite

A calm river scene is captured with the city skyline of Louisville visible in the background. The water reflects the buildings, creating a mirror-like effect. A park bench and information sign are located in the foreground, offering a place to sit and enjoy the view.

Apartment in Memphis

4.92 out of 5 average rating, 12 reviews

Basement apt. Country setting 2 bedrooms 1 bath

EmilyRating, 5 stars3 weeks ago

John's place was perfect for us as we made our way to visit family. It was easy to get in and out, included thoughtful touches with snacks and easily accessible outlets all over the place, and had plenty of space for us. We will be back!

Guest favorite

A lofted sleeping area features a rustic wooden structure with a high A-frame ceiling. The space is illuminated by natural light streaming through a window, with a spacious bed placed centrally, surrounded by wooden railings that enhance the open feel.

Cabin in Marysville

4.86 out of 5 average rating, 7 reviews

Rustic cabin in the woods.

JessicaRating, 5 stars1 month ago

The cabin and property were absolutely breathtaking! The cabin wood work was amazing. Colleen made it a point to welcome me to the property and took the time to chat, show me around, and offered to help with any additional needs I might have. Aside from being able to actually meet and visit with Colleen, the porches and porch swings were probably my favorite part. Can't wait to come back next year!

A spacious sectional couch is arranged in a cozy living area, accompanied by a small side table. Natural light brightens the room through sheer curtains adorning two windows, while a polished wooden floor enhances the warm ambiance.

Cottage in Salem

4.79 out of 5 average rating, 112 reviews

Canton Cottage- Modern Farmhouse 2 Bedroom

LeahRating, 5 stars1 month ago

A Hidden Gem!!!! We came to town for a friends wedding and ended up extending our stay. It was so quiet and relaxing! 5 minutes from town, and the local recommended restaurants were awesome! But more importantly we could bring our dogs! We definitely plan to visit again for another relaxing girls trip 🩷

Show all

Vacation rentals in Henryville

Top-rated vacation rentals in Henryville

Vacation rentals for every style

Popular amenities for Henryville vacation rentals

Other great vacation rentals in Henryville

Destinations to explore